o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:1101186-14-4
Molecular Formula:C₄₂H₄₂O₇S
Molecular Weight:690.857
Hs Code.:

Synonyms:o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

There total 1 articles about o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 100-39-0
benzyl bromide

: 109472-90-4
2-β-D-glucopyranosylmercapto-benzoic acid methyl ester

: 1101186-14-4
o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 8h; Inert atmosphere;
DOI:10.1016/j.carres.2008.09.028

Reference yield: 69.0%

: 1101186-14-4
o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

: 1114560-40-5
3-O-(2',3',4'-tri-O-benzyl-β-D-galactopyranosyl)-1,2-di-O-(4-methoxybenzyl)-sn-glycerol

: 3-O-[(2'',3'',4'',6''-tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-(2',3',4'-tri-O-benzyl-β-D-galactopyranosyl)]-1,2-di-O-(4-methoxybenzyl)-sn-glycerol

Guidance literature:: o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside; 3-O-(2',3',4'-tri-O-benzyl-β-D-galactopyranosyl)-1,2-di-O-(4-methoxybenzyl)-sn-glycerol; In dichloromethane; acetonitrile; at 20 ℃; for 3h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; In dichloromethane; acetonitrile; at -40 - 20 ℃; Inert atmosphere;

With trifluorormethanesulfonic acid; In dichloromethane; acetonitrile; at -40 ℃; for 0.25h; Inert atmosphere;
DOI:10.1016/j.carres.2008.09.028

Reference yield:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 1101186-14-4
o-methoxycarbonylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside

: 55094-26-3,61474-61-1,108739-68-0,108739-69-1,117894-96-9,117894-97-0,123806-49-5,123806-50-8,129832-16-2,130794-95-5,139403-38-6,144069-05-6,144069-06-7,151379-73-6,151379-74-7,56632-57-6
methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1-6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 56632-57-6,61474-61-1,108739-68-0,108739-69-1,117894-96-9,117894-97-0,123806-49-5,123806-50-8,129832-16-2,130794-95-5,139403-38-6,144069-05-6,144069-06-7,151379-73-6,151379-74-7,55094-26-3
methyl O-2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyll-α-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -78 ℃; for 6h; Overall yield = > 99 percent; stereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1080/07328303.2021.1921787